[Chemistry Lab] Isolation of Aldehyde and Carboxylic Acid

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SUMMARY

The discussion centers on the Cannizzaro Reaction involving an unknown aldehyde, specifically furfural, treated with methanol and KOH. Participants calculated the neutralization required using 6M HCl to achieve a pH of approximately 2 and confirmed the yields of furfural alcohol (26.37%) and furoic acid (20.61%). Additionally, methods for isolating the alcohol and carboxylic acid products post-reaction were explored. There was a query regarding the appropriateness of methanol in the Cannizzaro Reaction, suggesting a potential mix-up with aldol reactions.

PREREQUISITES
  • Cannizzaro Reaction principles
  • Understanding of pH calculations and acid-base neutralization
  • Yield calculations in organic chemistry
  • Isolation techniques for organic compounds
NEXT STEPS
  • Research methods for calculating pH adjustments in chemical reactions
  • Learn about yield calculations and their significance in organic synthesis
  • Investigate isolation techniques for alcohols and carboxylic acids, such as distillation and extraction
  • Explore the differences between Cannizzaro and aldol reactions in organic chemistry
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Chemistry students, organic chemists, and laboratory technicians involved in synthetic organic chemistry and reaction yield analysis.

jkh4
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[Chemistry Lab] Cannnizzaro Reaction

Hi! I am having some questions about my chemistry lab.

In the lab we are given 1 of the 5 unknown aldehyde (benzaldehyde, anisaldehyde, nitrobenzaldehyde, chlorobenzaldehyde, and dimethoxybenzaldehyde) and reacts it with methanol and KOH to undergo Cannizzaro Reaction.

1) To calculate the amount of 6M HCL that need to neutralize and acidify (to ~pH 2) the reaction mixture once the reaction is complete.

2) A total of 3.12g of furfural was treated under Cannnizzaro conditions to produce 0.84g of furfural alcohol and 0.75g of furoic acid. What is the % Yield of each product.

For this question i got 26.37% for furfural alcohol and 20.61% furoic acid. I just want to confirm if i got it right.

3) After condensation, what are some good ways to isolate the alchohol and carboxylic acid products that are formed in the reaction?

THANKS!
 
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jkh4 said:
Hi! I am having some questions about my chemistry lab.

In the lab we are given 1 of the 5 unknown aldehyde (benzaldehyde, anisaldehyde, nitrobenzaldehyde, chlorobenzaldehyde, and dimethoxybenzaldehyde) and reacts it with methanol and KOH to undergo Cannizzaro Reaction.

1) To calculate the amount of 6M HCL that need to neutralize and acidify (to ~pH 2) the reaction mixture once the reaction is complete.

2) A total of 3.12g of furfural was treated under Cannnizzaro conditions to produce 0.84g of furfural alcohol and 0.75g of furoic acid. What is the % Yield of each product.

For this question i got 26.37% for furfural alcohol and 20.61% furoic acid. I just want to confirm if i got it right.

3) After condensation, what are some good ways to isolate the alchohol and carboxylic acid products that are formed in the reaction?

THANKS!


Are you sure that methanol was used in this "Cannizzaro" reaction? It sounds more like an aldol...
 

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